Article
The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
Registro en:
SOUZA, Marina Azevedo et al. The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives. Mem. Inst. Oswaldo Cruz, v. 108, n. 3, p. 342-351, 2013
0074-0276
10.1590/S0074-02762013000300013
Autor
Souza, Marina Azevêdo
Johann, Susana
Lima, Luciana Alves Rodrigues dos Santos
Campos, Fernanda Fraga
Mendes, Isolda Castro
Beraldo, Heloisa
Fagundes, Elaine Maria de Souza
Cisalpino, Patrícia Silva
Rosa, Carlos Augusto
Alves, Tânia Maria de Almeida
Sá, Nívea Pereira de
Zani, Carlos Leomar
Resumen
Lapachol was chemically modified to obtain its thiosemicarbazone and semicarbazone derivatives. These compounds were tested for antimicrobial activity against several bacteria and fungi by the broth microdilution method. The thiosemicarbazone and semicarbazone derivatives of lapachol exhibited antimicrobial activity against the bacteria Enterococcus faecalis and Staphylococcus aureus with minimal inhibitory concentrations (MICs) of 0.05 and 0.10 µmol/mL, respectively. The thiosemicarbazone and semicarbazone derivatives were also active against the pathogenic yeast Cryptococcus gattii (MICs of 0.10 and 0.20 µmol/mL, respectively). In addition, the lapachol thiosemicarbazone derivative was active against 11 clinical isolates of Paracoccidioides brasiliensis, with MICs ranging from 0.01-0.10 µmol/mL. The lapachol-derived thiosemicarbazone was not cytotoxic to normal cells at the concentrations that were active against fungi and bacteria. We synthesised, for the first time, thiosemicarbazone and semicarbazone derivatives of lapachol. The MICs for the lapachol-derived thiosemicarbazone against S. aureus, E. faecalis, C. gattii and several isolates of P. brasiliensis indicated that this compound has the potential to be developed into novel drugs to treat infections caused these microbes.